10-Morpholin-4-yl-5,6,8,9-tetrahydro-1,4,7,10a-tetraaza-cyclohepta[f]indene-7-carboxylic acid benzyl ester → 10-Morpholin-4-yl-6,7,8,9-tetrahydro-5H-1,4,7,10a-tetraaza-cyclohepta[f]indene
Reaction equation
C(OC([N:11]1[CH2:30][CH2:29][C:15]2=[C:16]([N:23]3[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)[N:17]3[C:21]([N:22]=[C:14]2[CH2:13][CH2:12]1)=[CH:20][CH:19]=[N:18]3)=O)C1C=CC=CC=1>C(O)C.[OH-].[Pd+2].[OH-]>[N:23]1([C:16]2[N:17]3[C:21]([N:22]=[C:14]4[CH2:13][CH2:12][NH:11][CH2:30][CH2:29][C:15]=24)=[CH:20][CH:19]=[N:18]3)[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To 0.15 g (0.37 mmol) 10-morpholin-4-yl-5,6,8,9-tetrahydro-1,4,7,10a-tetraaza-cyclohepta[f]indene-7-carboxylic acid benzyl ester in 8 mL ethanol was added 30 mg (20% weight) palladium hydroxide, the reaction was purged 3 times with nitrogen then 3 times with hydrogen and was stirred at room temperature under a balloon of hydrogen for 4 hours. The mixture was purged twice with nitrogen, then the solution was filtered through a pad of celite and the solvent was evaporated to give the desired product.
Workup
- customthe reaction was purged 3 times with nitrogen
- customThe mixture was purged twice with nitrogen
- filtrationthe solution was filtered through a pad of celite
- customthe solvent was evaporated
Sources & evidence
- ORD record
- ord-a79f6ee494fe4fc48b856222e43dd652
- Source dataset
- uspto-grants-2016_05
- Patent number
- US09346816B2
Reaction notes
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